When I put the WeatherLink CD in the computer it said that in order to install I had to disconnect the console from the computer (hence why I closed Cumulus).
But the instructions refer to a 'real' console. Your console is actually VVP, as far as your software is concerned, and the Davis instructions don't cater for VVP. It presumably wants you to disconnect the console before it installs the USB drivers; you already have those installed.
The last two logger entries were 'old' entries:
6/04/2013 21:53:37.328 : Writing today.ini, LastUpdateTime = 6/04/2013 9:47:00 p.m. raindaystart = 58.5999984741211 rain counter = 59
6/04/2013 21:53:37.335 : VP2: processing logger data entry 6 for 5/04/2013 3:08:00 a.m.
6/04/2013 21:53:37.335 : ih=68.0 oh=83.0 it=21.6 ot=15.1 wc=10.1 dp=10.8 pr=1015.006 wg=8.0 ws=4.8 wd=9 rt=0.00 rr=0.00
6/04/2013 21:53:37.335 : hi=14.9 thwi=9.9 thswi=-3.28E4 idp=12.7 ihi=21.2 uv=-3.28E4 sol=-32768 et=0.0
6/04/2013 21:53:37.335 : Rain counter = 59
6/04/2013 21:53:37.414 : Writing today.ini, LastUpdateTime = 5/04/2013 3:08:00 a.m. raindaystart = 58.5999984741211 rain counter = 59
6/04/2013 21:53:37.437 : VP2: processing logger data entry 7 for 5/04/2013 3:09:00 a.m.
6/04/2013 21:53:37.437 : ih=68.0 oh=83.0 it=21.6 ot=15.1 wc=12.3 dp=10.8 pr=1014.972 wg=4.8 ws=3.2 wd=9 rt=0.00 rr=0.00
6/04/2013 21:53:37.437 : hi=14.9 thwi=12.1 thswi=-3.28E4 idp=12.7 ihi=21.2 uv=-3.28E4 sol=-32768 et=0.0
6/04/2013 21:53:37.437 : Rain counter = 59
6/04/2013 21:53:37.515 : Writing today.ini, LastUpdateTime = 5/04/2013 3:09:00 a.m. raindaystart = 58.5999984741211 rain counter = 59
6/04/2013 21:53:38.382 : VP2: Setting raintotal from current station value: 59
It checks for old data at the beginning of the logger data and discards it, but then assumes that the data will be in sequence after that. Having received old data, when it finished processing the logger data, it believed it has just finished data for the 5th and it's now the 6th, so it does the 'rollover'.
Yes, perhaps it could handle this better, but I'm not aware of this ever happening with a 'real' station, and this does remind me of one of the known problems with VVP which has never been fixed. I'll see if I can work around it.